Structure Database (LMSD)

Common Name
2beta-acetoxy-3,5-di-O-acetylhellebrigenin
Systematic Name
2β,3β,5β-triacetoxy-14β-hydroxy-19-oxo-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130047
Formula
C30H38O10
Exact Mass
Calculate m/z
558.2465
Sum Composition
ST 30:8;O10
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Bufanolides and derivatives [ST0113]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Melianthus major (#85230)
Magnoliopsida (#3398)
Cytotoxic Bufadienolides from the Leaves of Melianthus major.,
J Nat Prod, 2020
Pubmed ID: 32663024

String Representations

InChiKey (Click to copy)
DVNCUYADCHDELL-IXMRLRNZSA-N
InChi (Click to copy)
InChI=1S/C30H38O10/c1-17(32)38-24-13-28(16-31)22-7-10-27(4)21(20-5-6-26(35)37-15-20)9-12-30(27,36)23(22)8-11-29(28,40-19(3)34)14-25(24)39-18(2)33/h5-6,15-16,21-25,36H,7-14H2,1-4H3/t21-,22+,23-,24+,25-,27-,28+,29+,30+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C=O)[C@](OC(C)=O)(CC[C@]3([H])[C@]2([H])CC[C@]2(C)[C@@]([H])(C4C=CC(=O)OC=4)CC[C@]32O)C[C@@H](OC(C)=O)[C@H]1OC(C)=O

Other Databases

PubChem CID
162661590

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 5
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 524.28
Topological Polar Surface Area 146.41
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 10
logP 5.26
Molar Refractivity 140.95

Admin

Created at
15th Jul 2020
Updated at
15th Jul 2020